Carefully Reckless

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Latest Episodes:

Final Update Aug 13, 2025

Show notes

Hey y'all, wussup! In this episode we get an update to a story y'all were really invested in. Jess may have tried to fix this girl's mess, but fate may have done the work for her! Tap in!

For more back story, listen to episode 38, titled: My Past vs. My Future.

See omnystudio.com/listener for privacy information.

On the DL Aug 06, 2025

Show notes

Hey ya'll! Jess is barely fixing somebody's mess today! Can you be mad at someone else's red flag when you're the red flag too?! Welp ..tap in!

See omnystudio.com/listener for privacy information.

My Man & My Mama Jul 30, 2025

Show notes

Hey y'all, wussup?! In this episode, Jess fixes a mess she was supposed to fix since last week! Do you bump hesds with your in laws or is your significant other beefing with your parents? Tap in!

See omnystudio.com/listener for privacy information.

Whole Lotta Mess Jul 23, 2025

Show notes

Hey y'all! Jess is cutting up in this episode! She's fixing mess in the midst of her daily chaos. If you never discussed finances before getting into a serious relationship ...tap in!

See omnystudio.com/listener for privacy information.

How'd You Cheat? Jul 16, 2025

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Hey y'all, wussup?! In this episode, Jess is dealing with a mess that was well deserved. You think there's levels to cheating? Tap in!

See omnystudio.com/listener for privacy information.

Opposites Don't Always Attract Jul 09, 2025

Show notes

Hey y'all! This week, Jess is helping out a listener who found a GOODT man, but he's not really what she's attracted to. Do you need help trying to navigate a similar situation? Tap in!

See omnystudio.com/listener for privacy information.

Down with the Swirl Jul 02, 2025

Show notes

Hey y'all, wussup?! In this episode, Jess tells us about a mess that someone approached her with in person. If you date outside of your race, you might be able to relate. Jess, Taylor and an anonymous friend to the room also discuss horoscopes, psychics and mediums. Tap in!

See omnystudio.com/listener for privacy information.

Wedding Bell Blues Jun 25, 2025

Show notes

Hey y'all! Jess and Taylor are talking about movies again, but then Jess helps someone out who wants to give his significant other the wedding of her dreams, but can't afford it ...even though they already started planning it! What should he do??

See omnystudio.com/listener for privacy information.

It’s Complicated Jun 18, 2025

Show notes

Hey y'all, wassup?! In this episode, Jess is fixing a mess that she has first-hand knowledge of. Her cousin is engaged but doesn’t want to go through with the wedding. How is she supposed to get out of that?

See omnystudio.com/listener for privacy information.

Over My Dead Body Jun 11, 2025

Show notes

Hey y'all! You ever been mad at someone who is no longer alive? Jess is helping out with a situation we hope none of you can relate to!

See omnystudio.com/listener for privacy information.

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